Dimethylformamide → 2-[2-Hydroxy-5-(1-methyl-1-phenylethyl)-4-octyloxyphenyl]4,6-bis-phenyl-s-triazine

HRID 1683452노트

반응식

HRID 1683452 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([C:9]([CH3:17])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH3:10])=[CH:4][C:3]=1[C:18]1[N:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:21]=[C:20]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:19]=1.CN(C)C=O.[H-].[Na+].Br[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51]>O>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[C:5]([C:9]([CH3:17])([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH3:10])=[CH:4][C:3]=1[C:18]1[N:19]=[C:20]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:21]=[C:22]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:23]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 81401-BromooctaneHCID 24758Sodium hydrideHCID 1358436022-[2,4-Dihydroxy-5-(1-methyl-1-phenylethyl)phenyl]-4,6-bis-phenyl-s-triazin

생성물 1

HCID 1358435852-[2-Hydroxy-5-(1-methyl-1-phenylethyl)-4-octyloxyphenyl]4,6-bis-phenyl-s-triazine수율 22.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a 500 mL three-necked, round-bottomed flask equipped with a condenser, magnetic stirrer, thermometer, and a nitrogen atmosphere are charged 4.00 g (8.71 mmol) of the product of Example 9, 50 mL of N,N-dimethylformamide and 0.40 g (10 mmol) of sodium hydride (60 % in mineral oil). The mixture is heated to an external temperature of 50° C. and 1.68 g (8.70 mmol) of 1-bromooctane are added. The mixture is stirred at this temperature for six hours and is allowed to cool to room temperature. The mixture is poured into a beaker of water which is extracted four times with chloroform. The combined chloroform layers are washed four times with water and dried over anhydrous magnesium sulfate and filtered. The solvent is removed under reduced pressure to afford a yellow oil. The crude product is purified with medium pressure chromatography with 10:1 heptane:ethyl acetate followed by recrystallization from acetone/water to yield 1.12 g of the title compound as a yellow solid.

후처리

  1. customTo a 500 mL three-necked, round-bottomed flask equipped with a condenser, magnetic stirrer
  2. additionare added
  3. extractionis extracted four times with chloroform
  4. washThe combined chloroform layers are washed four times with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent is removed under reduced pressure
  8. customto afford a yellow oil
  9. customThe crude product is purified with medium pressure chromatography with 10:1 heptane
  10. customethyl acetate followed by recrystallization from acetone/water

출처 및 근거

ORD 기록
ord-150ef3ef5c7d46dcac1fcf7656612790
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05637706

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